Transactions
| Date | Player | Pos | Transactions |
| 5/29 | Jason Spezza | RW | Retired |
| 5/22 | Mark Giordano | D | Contract extended Two-year contract extension |
| 5/13 | Topi Niemela | D | Signed Three-year, entry-level contract |
| 5/13 | Roni Hirvonen | C | Signed Three-year, entry-level contract |
| 5/8 | Carl Dahlstrom | D | Called up from minors from Toronto-AHL |
| 5/5 | Kyle Clifford | LW | Suspension Over |
| 5/3 | Kyle Clifford | LW | Suspended One game by NHL for boarding |
| 5/1 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 5/1 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 5/1 | Brett Seney | LW | Called up from minors from Toronto-AHL |
| 5/1 | Kristians Rubins | D | Called up from minors from Toronto-AHL |
| 5/1 | Nicholas Robertson | LW | Called up from minors from Toronto-AHL |
| 5/1 | Dmitry Ovchinnikov | C | Called up from minors from Toronto-AHL |
| 5/1 | Filip Kral | D | Called up from minors from Toronto-AHL |
| 5/1 | Michael Hutchinson | G | Called up from minors from Toronto-AHL |
| 5/1 | Pontus Holmberg | RW | Called up from minors from Toronto-AHL |
| 5/1 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 4/30 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 4/29 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 4/29 | Bobby McMann | C | Signed as Free Agent Two-year, two-way contract |
| 4/27 | Nicholas Robertson | LW | Sent to minors Toronto-AHL |
| 4/26 | Nicholas Robertson | LW | Called up from minors from Toronto-AHL |
| 4/26 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 4/25 | Dryden McKay | G | Signed as Free Agent Two-year, entry-level contract |
| 4/23 | Carl Dahlstrom | D | Called up from minors from Toronto-AHL |
| 4/19 | Pontus Holmberg | RW | Sent to minors Toronto-AHL |
| 4/17 | Kristians Rubins | D | Sent to minors Toronto-AHL |
| 4/15 | Kristians Rubins | D | Called up from minors from Toronto-AHL |
| 4/8 | Axel Rindell | D | Signed Two-year, entry-level contract |
| 4/8 | Max Ellis | RW | Signed as Free Agent Two-year, entry-level contract |
| 4/5 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 4/3 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 4/2 | Michael Hutchinson | G | Sent to minors Toronto-AHL |
| 4/2 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 4/1 | Filip Kral | D | Sent to minors Toronto-AHL |
| 4/1 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 3/30 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 3/30 | Filip Kral | D | Called up from minors from Toronto-AHL |
| 3/30 | Michael Hutchinson | G | Called up from minors from Toronto-AHL |
| 3/30 | Mikko Kokkonen | D | Signed Three-year, entry-level contract |
| 3/29 | Nicholas Abruzzese | LW | Placed on IR Non-roster status |
| 3/29 | Petr Mrazek | G | Placed on IR Groin - left game |
| 3/28 | Carl Dahlstrom | D | Called up from minors from Toronto-AHL |
| 3/28 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 3/26 | Nicholas Abruzzese | C | Signed Two-year, entry-level contract |
| 3/22 | Curtis Douglas | C | Signed as Free Agent Two-year, entry-level contract |
| 3/21 | Teemu Kivihalme | D | Called up from minors from Toronto-AHL |
| 3/21 | Joseph Duszak | D | Called up from minors from Toronto-AHL |
| 3/21 | Joseph Duszak | D | Sent to minors Toronto-AHL |
| 3/21 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 3/21 | Teemu Kivihalme | D | Sent to minors Toronto-AHL |
| 3/21 | Rasmus Sandin | D | Placed on IR Knee |
| 3/20 | Nicholas Robertson | LW | Sent to minors Toronto-AHL |
| 3/20 | Harri Sateri | G | Signed as Free Agent One-year contract |
| 3/20 | Colin Blackwell | LW | Traded w/ Giordano for three picks |
| 3/20 | Mark Giordano | D | Traded w/ Blackwell for three picks |
| 3/20 | Petr Mrazek | G | Waived |
| 3/20 | Harri Sateri | G | Waived |
| 3/20 | Kyle Clifford | LW | Waived |
| 3/19 | Ondrej Kase | RW | Placed on IR Concussion - left game |
| 3/18 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 3/18 | Auston Matthews | C | Suspension Over |
| 3/17 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 3/17 | Wayne Simmonds | RW | Placed on IR Personal reasons |
| 3/15 | Nicholas Robertson | LW | Called up from minors from Toronto-AHL |
| 3/15 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 3/14 | Carl Dahlstrom | D | Called up from minors from Toronto-AHL |
| 3/14 | Nicholas Robertson | LW | Sent to minors Toronto-AHL |
| 3/14 | Auston Matthews | C | Suspended Two games by NHL for cross-checking |
| 3/10 | Erik Kallgren | G | Called up from minors from Toronto-AHL |
| 3/10 | Jack Campbell | G | Placed on IR Rib |
| 3/9 | Kyle Clifford | LW | Contract extended Two-year contract extension |
| 3/9 | Carl Dahlstrom | D | Contract extended One-year, two-way contract extension |
| 3/8 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 3/5 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 3/4 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 3/4 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 2/28 | Ondrej Kase | RW | Placed on IR Upper-body injury |
| 2/25 | Nicholas Robertson | LW | Called up from minors from Toronto-AHL |
| 2/24 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 2/24 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 2/24 | Kristians Rubins | D | Sent to minors Toronto-AHL |
| 2/24 | Brennan Menell | D | Sent to minors Toronto-AHL |
| 2/23 | Brennan Menell | D | Called up from minors from Toronto-AHL |
| 2/23 | Kristians Rubins | D | Called up from minors from Toronto-AHL |
| 2/23 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 2/21 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 2/21 | Carter Hutton | G | Traded for future considerations |
| 2/21 | Jake Muzzin | D | Placed on IR Concussion - left game |
| 2/20 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 2/20 | Ryan Dzingel | C | Waived |
| 2/19 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 2/19 | Ilya Lyubushkin | D | Traded w/ Dzingel for N. Ritchie, cond. pick |
| 2/19 | Ryan Dzingel | C | Traded w/ Lyubushkin for N. Ritchie, cond. pick |
| 2/18 | Timothy Liljegren | D | Called up from minors from Toronto-AHL |
| 2/18 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 2/18 | Dmitry Ovchinnikov | C | Signed Three-year, entry-level contract |
| 2/17 | Mac Hollowell | D | Contract extended One-year, two-way contract extension |
| 2/17 | Adam Brooks | C | Waived |
| 2/16 | Adam Brooks | C | Claimed off waivers |
| 2/16 | Timothy Liljegren | D | Sent to minors Toronto-AHL |
| 2/11 | Joseph Woll | G | Contract extended Three-year, two-way contract extension |
| 2/6 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 2/4 | Timothy Liljegren | D | Called up from minors from Toronto-AHL |
| 2/4 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 2/2 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 2/2 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 2/2 | Ian Scott | G | Sent to minors Toronto-AHL |
| 2/2 | Nick Ritchie | LW | Sent to minors Toronto-AHL |
| 2/2 | Timothy Liljegren | D | Sent to minors Toronto-AHL |
| 1/28 | Kyle Clifford | LW | Designated for assignment Taxi squad |
| 1/28 | Carl Dahlstrom | D | Designated for assignment Taxi squad |
| 1/27 | Alex Biega | D | Sent to minors Toronto-AHL |
| 1/27 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 1/24 | Alex Biega | D | Called up from minors from Toronto-AHL |
| 1/24 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 1/24 | Ian Scott | G | Designated for assignment Taxi squad |
| 1/24 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 1/24 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 1/24 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 1/22 | Carl Dahlstrom | D | Called up from minors from taxi squad |
| 1/22 | Joey Anderson | RW | Called up from minors from taxi squad |
| 1/22 | Erik Kallgren | G | Designated for assignment Taxi squad |
| 1/22 | Alex Biega | D | Sent to minors Toronto-AHL |
| 1/22 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 1/22 | Ian Scott | G | Sent to minors Toronto-AHL |
| 1/21 | Carl Dahlstrom | D | Designated for assignment Taxi squad |
| 1/21 | Joey Anderson | RW | Designated for assignment Taxi squad |
| 1/20 | Michael Hutchinson | G | Sent to minors Toronto-AHL |
| 1/18 | Alex Biega | D | Called up from minors from Toronto-AHL |
| 1/18 | Michael Hutchinson | G | Designated for assignment Taxi squad |
| 1/16 | Alex Biega | D | Sent to minors Toronto-AHL |
| 1/16 | Michael Hutchinson | G | Sent to minors Toronto-AHL |
| 1/16 | Brett Seney | LW | Sent to minors Toronto-AHL |
| 1/16 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 1/15 | Kyle Clifford | LW | Called up from minors from taxi squad |
| 1/14 | Nick Ritchie | LW | Placed on IR COVID-19 protocol |
| 1/13 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 1/13 | Joey Anderson | RW | Designated for assignment Taxi squad |
| 1/13 | Nick Ritchie | LW | Designated for assignment Taxi squad |
| 1/13 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 1/12 | Joey Anderson | RW | Called up from minors from taxi squad |
| 1/12 | Brett Seney | LW | Designated for assignment Taxi squad |
| 1/12 | Kyle Clifford | LW | Designated for assignment Taxi squad |
| 1/8 | Kyle Clifford | LW | Called up from minors from taxi squad |
| 1/8 | Brett Seney | LW | Called up from minors from taxi squad |
| 1/7 | Joey Anderson | RW | Designated for assignment Taxi squad |
| 1/7 | Brett Seney | LW | Designated for assignment Taxi squad |
| 1/7 | Pierre Engvall | RW | Placed on IR COVID-19 protocol |
| 1/6 | Alex Biega | D | Designated for assignment Taxi squad |
| 1/6 | Nick Ritchie | LW | Waived |
| 1/4 | Kyle Clifford | LW | Designated for assignment Taxi squad |
| 1/3 | Teemu Kivihalme | D | Sent to minors Toronto-AHL |
| 1/1 | Alex Biega | D | Called up from minors from taxi squad |
| 1/1 | Rasmus Sandin | D | Called up from minors from Toronto-AHL |
| 12/31 | Chad Krys | D | Sent to minors Toronto-AHL |
| 12/31 | Rasmus Sandin | D | Sent to minors Toronto-AHL |
| 12/30 | Chad Krys | D | Designated for assignment Taxi squad |
| 12/30 | Teemu Kivihalme | D | Designated for assignment Taxi squad |
| 12/29 | Michael Hutchinson | G | Designated for assignment Taxi squad |
| 12/29 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 12/29 | Filip Kral | D | Sent to minors Toronto-AHL |
| 12/29 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 12/29 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 12/29 | Kristians Rubins | D | Sent to minors Toronto-AHL |
| 12/28 | Kristians Rubins | D | Designated for assignment Taxi squad |
| 12/28 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 12/28 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 12/27 | Joey Anderson | RW | Designated for assignment Taxi squad |
| 12/26 | Carl Dahlstrom | D | Designated for assignment Taxi squad |
| 12/26 | Joseph Woll | G | Designated for assignment Taxi squad |
| 12/26 | Filip Kral | D | Designated for assignment Taxi squad |
| 12/26 | Kyle Clifford | LW | Designated for assignment Taxi squad |
| 12/26 | Alex Biega | D | Designated for assignment Taxi squad |
| 12/20 | Alex Biega | D | Sent to minors Toronto-AHL |
| 12/20 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 12/19 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 12/19 | Ty Voit | LW | Signed Three-year, entry-level contract |
| 12/18 | Carl Dahlstrom | D | Called up from minors from Toronto-AHL |
| 12/18 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 12/17 | Jason Spezza | C | Suspension Over |
| 12/17 | John Tavares | C | Placed on IR COVID-19 protocol |
| 12/17 | Alexander Kerfoot | LW | Placed on IR COVID-19 protocol |
| 12/14 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 12/14 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 12/12 | Carl Dahlstrom | D | Called up from minors from Toronto-AHL |
| 12/12 | Brett Seney | LW | Called up from minors from Toronto-AHL |
| 12/12 | Kristians Rubins | D | Sent to minors Toronto-AHL |
| 12/11 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 12/9 | Chad Krys | D | Traded for Kurtis Gabriel |
| 12/7 | Alex Biega | D | Called up from minors from Toronto-AHL |
| 12/7 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 12/7 | Kristians Rubins | D | Called up from minors from Toronto-AHL |
| 12/7 | Petr Mrazek | G | Called up from minors from Toronto-AHL |
| 12/7 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 12/7 | Jason Spezza | C | Suspended Four games by NHL for kneeing |
| 12/7 | Travis Dermott | D | Placed on IR Shoulder |
| 12/5 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 12/5 | Michael Hutchinson | G | Sent to minors Toronto-AHL |
| 12/5 | Rasmus Sandin | D | Placed on IR Knee - left game |
| 12/4 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 12/3 | Petr Mrazek | G | Sent to minors Toronto-AHL for conditioning stint |
| 12/2 | Kirill Semyonov | C | Released |
| 12/1 | Michael Hutchinson | G | Called up from minors from Toronto-AHL |
| 12/1 | Kirill Semyonov | C | Waived For purpose of contract termination |
| 11/29 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 11/29 | Kirill Semyonov | C | Sent to minors Toronto-AHL |
| 11/26 | Ondrej Kase | RW | Placed on IR Upper-body injury |
| 11/23 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 11/23 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 11/21 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 11/16 | Kyle Clifford | LW | Traded for future considerations |
| 11/15 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 11/7 | Kirill Semyonov | C | Called up from minors from Toronto-AHL |
| 11/7 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 11/6 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 11/6 | Petr Mrazek | G | Placed on IR Groin |
| 11/4 | Kristians Rubins | D | Called up from minors from Toronto-AHL |
| 11/4 | Kristians Rubins | D | Sent to minors Toronto-AHL |
| 11/1 | Timothy Liljegren | D | Called up from minors from Toronto-AHL |
| 11/1 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 11/1 | Kirill Semyonov | C | Sent to minors Toronto-AHL |
| 10/31 | Kirill Semyonov | C | Called up from minors from Toronto-AHL |
| 10/31 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 10/31 | Michael Hutchinson | G | Sent to minors Toronto-AHL |
| 10/31 | Timothy Liljegren | D | Sent to minors Toronto-AHL |
| 10/29 | Morgan Rielly | D | Contract extended Eight-year contract extension |
| 10/29 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 10/29 | Michael Amadio | C | Waived |
| 10/18 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 10/17 | Michael Hutchinson | G | Called up from minors from Toronto-AHL |
| 10/16 | Alexander Bishop | G | Signed as Free Agent Professional tryout agreement |
| 10/12 | Nikita Gusev | RW | Signed with European team SKA St. Petersburg-KHL |
| 10/12 | Alex Steeves | LW | Placed on IR Undisclosed injury |
| 10/11 | Evan Cormier | G | Released |
| 10/11 | Josh Ho-Sang | RW | Released |
| 10/11 | Matt Hellickson | D | Released |
| 10/11 | Kirill Semyonov | C | Sent to minors Toronto-AHL |
| 10/11 | Ian Scott | G | Placed on IR Undisclosed injury |
| 10/11 | Joseph Woll | G | Placed on IR Undisclosed injury |
| 10/10 | Kurtis Gabriel | RW | Sent to minors Toronto-AHL |
| 10/10 | Alex Biega | D | Sent to minors Toronto-AHL |
| 10/10 | Adam Brooks | C | Waived |
| 10/9 | Alex Biega | D | Waived |
| 10/9 | Kurtis Gabriel | RW | Waived |
| 10/9 | Ilya Mikheyev | RW | Placed on IR Fractured thumb - left game |
| 10/7 | Brett Seney | LW | Sent to minors Toronto-AHL |
| 10/7 | Brennan Menell | D | Sent to minors Toronto-AHL |
| 10/7 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 10/7 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 10/7 | Michael Hutchinson | G | Sent to minors Toronto-AHL |
| 10/6 | Joey Anderson | RW | Waived |
| 10/6 | Carl Dahlstrom | D | Waived |
| 10/6 | Brennan Menell | D | Waived |
| 10/6 | Brett Seney | LW | Waived |
| 10/5 | Noel Hoefenmayer | D | Released |
| 10/5 | Jack Kopacka | LW | Released |
| 10/5 | Jeremy McKenna | RW | Released |
| 10/5 | Nikita Gusev | RW | Released |
| 10/5 | Kristians Rubins | D | Sent to minors Toronto-AHL |
| 10/5 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 10/5 | Semyon Der-Arguchintsev | C | Sent to minors Toronto-AHL |
| 10/5 | Teemu Kivihalme | D | Sent to minors Toronto-AHL |
| 10/5 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 10/5 | Nicholas Robertson | LW | Sent to minors Toronto-AHL |
| 10/5 | Mikhail Abramov | C | Sent to minors Toronto-AHL |
| 10/5 | Joseph Duszak | D | Sent to minors Toronto-AHL |
| 10/5 | Michael Hutchinson | G | Waived |
| 10/4 | Pavel Gogolev | LW | Sent to minors Toronto-AHL |
| 10/4 | Filip Kral | D | Sent to minors Toronto-AHL |
| 10/3 | Braeden Kressler | C | Assigned to Junior Club Flint-OHL |
| 10/1 | Braeden Kressler | C | Signed Three-year, entry-level contract |
| 10/1 | Teemu Kivihalme | D | Waived |
| 9/30 | William Villeneuve | D | Assigned to Junior Club Saint John-QMJHL |
| 9/30 | Rich Clune | LW | Released |
| 9/30 | Curtis Douglas | C | Released |
| 9/27 | Evan Cormier | G | Invited to Training Camp |
| 9/25 | William Villeneuve | D | Signed Three-year, entry-level contract |
| 9/21 | Rich Clune | LW | Invited to Training Camp |
| 9/21 | Curtis Douglas | C | Invited to Training Camp |
| 9/21 | Jeremy McKenna | RW | Invited to Training Camp |
| 9/21 | Noel Hoefenmayer | D | Invited to Training Camp |
| 9/21 | Jack Kopacka | LW | Invited to Training Camp |
| 9/21 | Matt Hellickson | D | Invited to Training Camp |
| 9/17 | Nikita Gusev | RW | Invited to Training Camp |
| 9/10 | Pontus Holmberg | RW | Assigned to European Team Vaxjo Lakers-Sweden |
| 9/6 | Denis Malgin | RW | Signed with European team ZSC Lions-Switzerland |
| 8/4 | Joseph Duszak | D | Re-Signed One-year, two-way contract |
| 7/31 | Brennan Menell | D | Signed One-year, two-way contract |
| 7/31 | Nick Ritchie | LW | Signed as Free Agent Two-year contract |
| 7/30 | Ondrej Kase | RW | Signed as Free Agent One-year contract |
| 7/29 | Pavel Gogolev | LW | Signed as Free Agent Three-year, entry-level contract |
| 7/29 | Brett Seney | LW | Signed as Free Agent One-year, two-way contract |
| 7/28 | Nic Petan | LW | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/28 | Antti Suomela | C | Became Unrestricted Free Agent |
| 7/28 | Scott Sabourin | RW | Became Unrestricted Free Agent |
| 7/28 | Calle Rosen | D | Became Unrestricted Free Agent |
| 7/28 | David Rittich | G | Became Unrestricted Free Agent |
| 7/28 | Stefan Noesen | RW | Became Unrestricted Free Agent |
| 7/28 | Riley Nash | C | Became Unrestricted Free Agent |
| 7/28 | Martin Marincin | D | Became Unrestricted Free Agent |
| 7/28 | Kalle Kossila | C | Became Unrestricted Free Agent |
| 7/28 | Joe Thornton | LW | Became Unrestricted Free Agent |
| 7/28 | Veini Vehvilainen | G | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/28 | Kenny Agostino | LW | Became Unrestricted Free Agent |
| 7/28 | Frederik Andersen | G | Became Unrestricted Free Agent |
| 7/28 | Zach Bogosian | D | Became Unrestricted Free Agent |
| 7/28 | Nick Foligno | LW | Became Unrestricted Free Agent |
| 7/28 | Alex Galchenyuk | LW | Became Unrestricted Free Agent |
| 7/28 | Ben Hutton | D | Became Unrestricted Free Agent |
| 7/28 | Zach Hyman | RW | Became Unrestricted Free Agent |
| 7/28 | Josh Ho-Sang | RW | Invited to Training Camp |
| 7/28 | Kurtis Gabriel | RW | Signed as Free Agent One-year contract |
| 7/28 | Michael Bunting | LW | Signed as Free Agent Two-year contract |
| 7/28 | Petr Mrazek | G | Signed as Free Agent Three-year contract |
| 7/28 | Michael Amadio | C | Signed as Free Agent One-year, two-way contract |
| 7/28 | David Kampf | C | Signed as Free Agent Two-year contract |
| 7/28 | Carl Dahlstrom | D | Signed as Free Agent One-year, two-way contract |
| 7/28 | Alex Biega | D | Signed as Free Agent One-year, two-way contract |
| 7/28 | Brennan Menell | D | Traded for '22 7th-rd pick |
| 7/17 | Joseph Woll | G | Contract extended One-year, two-way contract extension |
| 7/17 | Jared McCann | LW | Traded for Filip Hallander, '23 7th-rd pick |
| 7/16 | Rodion Amirov | LW | Assigned to European Team Salavat Yulaev Ufa-KHL |
| 7/8 | Travis Dermott | D | Contract extended Two-year contract extension |
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